83897-05-6

Usage

Uses

Used in Pharmaceutical Industry:
21-Acetyloxy DeschloroMoMetasone Furoate is used as an active pharmaceutical ingredient for the preparation of a series of novel topical corticosteroids. These corticosteroids are designed to provide effective treatment for various skin conditions, such as eczema, psoriasis, and dermatitis, by reducing inflammation, itching, and redness.
The unique chemical structure of 21-Acetyloxy DeschloroMoMetasone Furoate allows for targeted delivery to the affected areas, minimizing systemic side effects and improving patient compliance. Its potent anti-inflammatory and anti-allergic properties make it a valuable addition to the existing range of corticosteroid medications, offering new therapeutic options for patients with skin disorders.

Upstream product

• 615-08-7 2-furoic anhydride 
• 10106-41-9 17α,21-dihydroxy-16α-methyl-1,4,9(11)-pregnatriene-3,20-dione 21-acetate 
• 2884-51-7 17α,21-dihydroxy-9β,11β-epoxy-16α-methylpregna-1,4-diene-3,20-dione 21-acetate 
• 109183-56-4 C₂₉H₃₂O₈ 
• 83880-61-9 16α-methyl-17α,21-dihydroxy-1,4,9(11)-pregnatriene-3,20-dione 17-(2'-furoate) 21-acetate 

Downstream Products

• 148596-90-1 C₂₇H₃₁ClO₇ 

Relevant academic research and scientific papers

Improvements in corticosteroid 21-acetoxy-17α-hydroxy-16α-methyl-pregna-1,4,9(11)-triene-3,20-dione synthesis and its use as common intermediate in the synthesis of some impurities related to dexamethasone and mometasone

There are quite substantial number of impurities related to dexamethasone or mometasone which cannot be made from respective Active Pharmaceutical Ingredients but from common intermediate 21-acetoxy-17α-hydroxy-16α-methyl-pregna-1,4,9(11)-triene-3,20-dione (12). As such, a robust and economical synthesis of this key intermediate is important for delivering a resilient and economically viable supply chain for these impurities. Therefore, it is critical to have a robust and economically viable process to synthesize the intermediate 12 in good yield and quality. We report here an improved synthesis of 12 and eight impurities related to dexamethasone and mometasone from this common intermediate.

17-Heteroaroyl Esters of Corticosteroids. 2. 11β-Hydroxy Series

The preparation and topical antiinflammatory potencies of a series of 17-furoyl and -thenoyl esters of 9α-fluoro-11β-hydroxy-16-methyl and 9α-chloro-11β-hydroxy-16-methyl corticosteroids are described.The 17α-esters were introduced to the 9α-fluoro 11-ketones or the appropriate Δ9(11) compounds by direct acylation with the appropriate heteroaryl carbonyl chloride in the presence of 4-(dimethylamino)pyridine.Functionalization of the C ring was completed by standard methods.The most extensively studied heterocyclic acyl group was 2-furoyl, but 3-furoyl and 2- and 3-thienoyl derivatives were also investigated.Antiinflammatory potencies were measured in mice by a 5-day modification of the Tonelli croton oil ear assay.The most potent topical antiinflammatory agents were 1e, dexamethasone 17-(2'-furoate)-21-propionate, and 2c, the 21-chloro 17-(2'-furoate) in the 9α-chloro series, both being 6 times as potent as betamethasone 17-valerate.Several other 9α-chloro-11β-hydroxy-17-heteroaryl carboxylates (2a, 2b, 2d and 2g) were at least 4 times as potent as betamethasone 17-valerate.Evaluation of 2c in the clinic confirmed that the compound is a potent topical antiinflammatory agent in humans.